Ethanone, 1-[8-[[6-O-(carboxycarbonyl)-beta-D-glucopyranosyl]oxy]-1-hydroxy-6-methoxy-3-methyl-2-naphthalenyl]-
| Internal ID | 7ed4401b-6a1a-4bae-b543-a2838d257dca |
| Taxonomy | Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides |
| IUPAC Name | 2-[[(2R,3S,4S,5R,6S)-6-(7-acetyl-8-hydroxy-3-methoxy-6-methylnaphthalen-1-yl)oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-oxoacetic acid |
| SMILES (Canonical) | CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)OC3C(C(C(C(O3)COC(=O)C(=O)O)O)O)O)OC |
| SMILES (Isomeric) | CC1=CC2=CC(=CC(=C2C(=C1C(=O)C)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C(=O)O)O)O)O)OC |
| InChI | InChI=1S/C22H24O12/c1-8-4-10-5-11(31-3)6-12(15(10)17(25)14(8)9(2)23)33-22-19(27)18(26)16(24)13(34-22)7-32-21(30)20(28)29/h4-6,13,16,18-19,22,24-27H,7H2,1-3H3,(H,28,29)/t13-,16-,18+,19-,22-/m1/s1 |
| InChI Key | DVKQFBNYDILOTK-FSFQXNNFSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C22H24O12 |
| Molecular Weight | 480.40 g/mol |
| Exact Mass | 480.12677620 g/mol |
| Topological Polar Surface Area (TPSA) | 189.00 Ų |
| XlogP | 1.20 |
| Atomic LogP (AlogP) | -0.12 |
| H-Bond Acceptor | 11 |
| H-Bond Donor | 5 |
| Rotatable Bonds | 6 |
| 64078-76-8 |
| Ethanone, 1-[8-[[6-O-(carboxycarbonyl)-beta-D-glucopyranosyl]oxy]-1-hydroxy-6-methoxy-3-methyl-2-naphthalenyl]- |
![2D Structure of Ethanone, 1-[8-[[6-O-(carboxycarbonyl)-beta-D-glucopyranosyl]oxy]-1-hydroxy-6-methoxy-3-methyl-2-naphthalenyl]-](https://plantaedb.com/storage/docs/compounds/2023/07/d5548280-246c-11ee-b727-dbbf30caea3f.jpg "2D Structure of Ethanone, 1-[8-[[6-O-(carboxycarbonyl)-beta-D-glucopyranosyl]oxy]-1-hydroxy-6-methoxy-3-methyl-2-naphthalenyl]-")
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | - | 0.5948 | 59.48% |
| Caco-2 | - | 0.8098 | 80.98% |
| Blood Brain Barrier | - | 0.8000 | 80.00% |
| Human oral bioavailability | - | 0.6571 | 65.71% |
| Subcellular localzation | Mitochondria | 0.5385 | 53.85% |
| OATP2B1 inhibitior | - | 0.8464 | 84.64% |
| OATP1B1 inhibitior | + | 0.8320 | 83.20% |
| OATP1B3 inhibitior | + | 0.9160 | 91.60% |
| MATE1 inhibitior | - | 0.9400 | 94.00% |
| OCT2 inhibitior | - | 0.7750 | 77.50% |
| BSEP inhibitior | + | 0.7930 | 79.30% |
| P-glycoprotein inhibitior | - | 0.4833 | 48.33% |
| P-glycoprotein substrate | - | 0.7418 | 74.18% |
| CYP3A4 substrate | + | 0.6098 | 60.98% |
| CYP2C9 substrate | - | 0.8193 | 81.93% |
| CYP2D6 substrate | - | 0.8768 | 87.68% |
| CYP3A4 inhibition | - | 0.9080 | 90.80% |
| CYP2C9 inhibition | - | 0.8912 | 89.12% |
| CYP2C19 inhibition | - | 0.9199 | 91.99% |
| CYP2D6 inhibition | - | 0.9170 | 91.70% |
| CYP1A2 inhibition | - | 0.6882 | 68.82% |
| CYP2C8 inhibition | + | 0.5997 | 59.97% |
| CYP inhibitory promiscuity | - | 0.8582 | 85.82% |
| UGT catelyzed | + | 0.7000 | 70.00% |
| Carcinogenicity (binary) | - | 0.9900 | 99.00% |
| Carcinogenicity (trinary) | Non-required | 0.7151 | 71.51% |
| Eye corrosion | - | 0.9890 | 98.90% |
| Eye irritation | - | 0.9107 | 91.07% |
| Skin irritation | - | 0.8554 | 85.54% |
| Skin corrosion | - | 0.9617 | 96.17% |
| Ames mutagenesis | - | 0.5354 | 53.54% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.7133 | 71.33% |
| Micronuclear | + | 0.6592 | 65.92% |
| Hepatotoxicity | - | 0.7412 | 74.12% |
| skin sensitisation | - | 0.9326 | 93.26% |
| Respiratory toxicity | - | 0.6000 | 60.00% |
| Reproductive toxicity | + | 0.8556 | 85.56% |
| Mitochondrial toxicity | + | 0.5750 | 57.50% |
| Nephrotoxicity | - | 0.8412 | 84.12% |
| Acute Oral Toxicity (c) | III | 0.6598 | 65.98% |
| Estrogen receptor binding | + | 0.7855 | 78.55% |
| Androgen receptor binding | - | 0.5505 | 55.05% |
| Thyroid receptor binding | - | 0.5443 | 54.43% |
| Glucocorticoid receptor binding | + | 0.7062 | 70.62% |
| Aromatase binding | + | 0.6102 | 61.02% |
| PPAR gamma | - | 0.5290 | 52.90% |
| Honey bee toxicity | - | 0.8523 | 85.23% |
| Biodegradation | - | 0.8250 | 82.50% |
| Crustacea aquatic toxicity | - | 0.6600 | 66.00% |
| Fish aquatic toxicity | + | 0.8910 | 89.10% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| No proven targets yet! | |||||
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 98.57% | 91.11% |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha | 95.27% | 85.14% |
| CHEMBL1075094 | Q16236 | Nuclear factor erythroid 2-related factor 2 | 94.54% | 96.00% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 94.32% | 96.09% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 93.83% | 94.73% |
| CHEMBL1860 | P10827 | Thyroid hormone receptor alpha | 91.55% | 99.15% |
| CHEMBL2635 | P51452 | Dual specificity protein phosphatase 3 | 91.19% | 94.00% |
| CHEMBL3060 | Q9Y345 | Glycine transporter 2 | 90.42% | 99.17% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 90.15% | 86.33% |
| CHEMBL3091268 | Q92753 | Nuclear receptor ROR-beta | 87.28% | 95.50% |
| CHEMBL3714130 | P46095 | G-protein coupled receptor 6 | 86.41% | 97.36% |
| CHEMBL4793 | Q86TI2 | Dipeptidyl peptidase IX | 85.00% | 96.95% |
| CHEMBL1806 | P11388 | DNA topoisomerase II alpha | 84.47% | 89.00% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 83.87% | 95.56% |
| CHEMBL4208 | P20618 | Proteasome component C5 | 81.55% | 90.00% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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